I could see Joe, Kahn and whoever is running Sacramento pull off a blockbuster trade where all team involved loses. Logjams getting logjammier, trade kickers boosting salaries and picks going to teams not even involved. If there were a reality show where those guys did nothing but try to pull of trades with each other I'd watch that.

I'd argue that we should hold pat, unless we find a destination for Prince.

We're not going to win a Championship this year even if we traded Villanueva for Lebron James. Any brilliant trade like that would just sentence us to another 3 years in purgatory as we'd win just enough to avoid drafting talent.

We need to hit ROCK BOTTOM while developing and showcasing our guys. It will probably be very embarrassing for Gores though.

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IMO: we hit rock bottom somewhere around 2009.
The ownership change and some head scratching FA signings by Joe have kept us there.

We need to finish ourselves off by getting rid of anyone on current roster who is over the age of 25.

OK folks, here's a real one, in this trade we're essentially trading Brandon Knight for Zac Randolph and Arron Afflalo:NBA Trade Machine - ESPN
And there's legitimate rationale for each team making the trade, 1 team gets a salary dump and avoids a ton of lux tax, another clears a log jam and creates depth at weak positions, and one gets a legit 20/10 center and young "talent".

OK folks, here's a real one, in this trade we're essentially trading Brandon Knight for Zac Randolph and Arron Afflalo:NBA Trade Machine - ESPN
And there's legitimate rationale for each team making the trade, 1 team gets a salary dump and avoids a ton of lux tax, another clears a log jam and creates depth at weak positions, and one gets a legit 20/10 center and young "talent".

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Outside of the fact you leave us with Will "get my own" Bynum as our only PG on the roster its a trade I could live with.

I don't think this is 100% true. A lot of the players on the roster stink because they are with stinky players.
Tradeable players are
Bynum - Good back up point guard who can score He's a filler in a trade. There are a bazillion Bynums out there (Barea, Nate Robinson, Barbosa etc)
Monroe - Obvious This we agree on
Drummond - Obvious Drummond is a good trade bait, but his contract is too low to net us anything. I wouldn't trade him for anything other than a top 5 lottery pick, and only if the other team also took a bad contract and/or gave up something good in return.
Knight - Obvious Not so. He's a decent player, but he's really a younger Jason Terry with less skill.
Maggette - Big cap opener. If a team is looking to retool completely, this is the kind of contract they will take on. You might even get someone half decent in return Yeah, but that means you're getting a big contract in return.
Stuckey - If he can produce the same as he did mid last season 15ppg 4ast 4rb or around there, teams will take him as a slasher wing off the bench for 20mpg. Only if he starts scoring though. I agree, but that's a big if.
Singler - Extremely cheap wing with some good hustle. I'd call him a 3rd wing and at a $1m a year, its a pretty good option Again, he's a filler. There are a lot of Singlers in the league (Kyle Korver, Chase Budinger etc)
English - Young, unathletic marksman. A big team will take him to space the floor with curls. I like English, but he's a filler too.
Daye - He has a brilliant stroke and heaps of height. He could be a total matchup nightmare in the right team. For a few million a year, he is worth the gamble for a markman If Joe D. can trade Daye for anything other than expired lotto tickets, he should win GM of the Year award.

Untradeable
BoT- Nobody takes this guy on. Even at half the salary he earns now, he is stupidly overpriced.
Russian Bro - There are plenty of journeyman C's out there. He isn't worth giving anything away
Maxiell - Contract year, nobody really wants him
Middleton - Pretty average. Nothing you can't get from the FA market.

JJ is somewhere in between these two. I personally wouldn't want him in a trade, because I don't think he adds enough. Prince is hard. We keep saying a contender will take him, but I don't know if thats true. The only contenders who would want him are people who have nothing at the 3 spot - i.e. nobody.

I respectfully disagree. Inline
I don't think this is 100% true. A lot of the players on the roster stink because they are with stinky players.
Tradeable players are
Bynum - Good back up point guard who can score He's a filler in a trade. There are a bazillion Bynums out there (Barea, Nate Robinson, Barbosa etc) All the examples you gave are expensive. I agree that he is filler, but we are not looking for blockbuster trades.
Monroe - Obvious This we agree on
Drummond - Obvious Drummond is a good trade bait, but his contract is too low to net us anything. I wouldn't trade him for anything other than a top 5 lottery pick, and only if the other team also took a bad contract and/or gave up something good in return. None of these players go by themselves. But you use trade bait on Drummond with a terrible contract (Prince/BoT) and we can then take a decent player back. Not that I would ever suggest this. As I have said elsewhere, Rookies almost always outperform their contract. Rarely do you get players with such positive trade value with heavy contracts.
Knight - Obvious Not so. He's a decent player, but he's really a younger Jason Terry with less skill. Athletic, and willing to work hard? Culturally, teams will probably pay above his worth. Again, he is outperforming his contract = positive trade value
Maggette - Big cap opener. If a team is looking to retool completely, this is the kind of contract they will take on. You might even get someone half decent in return Yeah, but that means you're getting a big contract in return. We are not trading him by himself. He is pretty much a $10m trade exception to be matched with bait
Stuckey - If he can produce the same as he did mid last season 15ppg 4ast 4rb or around there, teams will take him as a slasher wing off the bench for 20mpg. Only if he starts scoring though. I agree, but that's a big if. Huuuuuge if
Singler - Extremely cheap wing with some good hustle. I'd call him a 3rd wing and at a $1m a year, its a pretty good option Again, he's a filler. There are a lot of Singlers in the league (Kyle Korver, Chase Budinger etc) Singler earns 1/5th of Korver's salary. They are not comparable at all.
English - Young, unathletic marksman. A big team will take him to space the floor with curls. I like English, but he's a filler too. Yup
Daye - He has a brilliant stroke and heaps of height. He could be a total matchup nightmare in the right team. For a few million a year, he is worth the gamble for a markman If Joe D. can trade Daye for anything other than expired lotto tickets, he should win GM of the Year award. Haha. Look I agree to an extent. But I think Daye could pull it together for another team. 2nd round pick would satisfy me.

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As for JJ, like I said, I'm not sold on him as a trade piece. He is useful, but not good enough to get us anything special in return.